When Is The Right Time To Exit?

11 Dec 2025 · 17 min
Episode

11 Dec 2025 · 17 min

0:00

A leaked mentoring call from Capitalism.com’s The 1% where members Ryan and Justyce coach Leslie on whether to sell her business. Leslie reports $2.5M revenue this year, ~20% growth vs. 2019, and personal take-home ~$400–500k; she’s 64 and wants to spend time building a women-empowerment mission. Coaches challenge fear-driven thinking, show numerical tradeoffs (selling at ~3–5x EBITDA could produce ~$1.5M after taxes; invested at 15% yields ~ $225k/year — roughly half Leslie’s current cash flow), and recommend casting a 5-year vision and hiring an operations lead (~$90–91k) to make the business more sellable or allow transition without large income loss. The episode emphasizes vision-casting, identity shift to owner role, and concrete next steps.

Questions this episode answers

$2.5 million

~20% (compared with 2019)

64

~$400,000–$500,000

3–5× EBITDA; example: sale yields ~$2M gross, ~$1.5M after ~24% capital gains (per discussion)

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